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Sugarloaf Key Waterfront Vacation Rentals Vacation Rentals(22)

22 Results
Book it Now!
28 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
    (5)
    30 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 6
      (10)
      28 night minimum stay
      • 3 BR,
      • 2 BA,
      • Sleeps 6
        2 Reviews
        7 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 8
          (6)
          $150 - $350
          per night
          20 - 28 night minimum stay
          • 3 BR,
          • 2 BA,
          • Sleeps 8
            (40)
            31 night minimum stay
            • 4 BR,
            • 4 BA,
            • 2 HF BA,
            • Sleeps 10
              (3)
              • 2 BR,
              • 2 BA,
              • 1 HF BA,
              • Sleeps 6
                (10)
                • 5 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 10
                  1 Review
                  Book it Now!
                  7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 8
                    (9)
                    $9,500
                    per month
                    28 night minimum stay
                    • 5 BR,
                    • 3 BA,
                    • Sleeps 10
                      28 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • Sleeps 10
                        (5)
                        $3,100 - $3,750
                        per month
                        28 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • Sleeps 10
                          (5)
                          30 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 8
                            (4)
                            $1,540
                            per week
                            21 night minimum stay
                            • 3 BR,
                            • Sleeps 8
                              (5)
                              • 3 BR,
                              • 3 BA,
                              • Sleeps 10
                                (29)
                                $3,000 - $4,500
                                per month
                                28 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 8
                                  1 Review
                                  28 night minimum stay
                                  • 2 BR,
                                  • Sleeps 6
                                    • 3 BR,
                                    • 3 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                      • 4 BR,
                                      • Sleeps 10
                                        (4)
                                        • 4 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 12
                                          (10)
                                          7 night minimum stay
                                          • 3 BR,
                                          • 3 BA,
                                          • Sleeps 8
                                            (4)
                                            • 4 BR,
                                            • 2 BA,
                                            • Sleeps 8
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                                              Recent Sugarloaf Key Reviews

                                              Far Better than Expected!

                                              5 of 5
                                              We loved our month at Driftwood! What an amazing home. Everything we needed and more to enjoy our month there. We loved it so much, we even shot the video for the owner! Thanks for an amazing summer vacation!
                                              • Submitted: Nov 25, 2013
                                              • Stayed: Aug 2013

                                              Unbelievable place

                                              5 of 5
                                              This place has it all. Myself and 7 other guys came down to golf, fish, and hit up the night life. We were looking for a place that was off the beaten path yet accessible to Key West. This place was perfect. Spacious, clean and well appointed. Best deal in the area by far! The owner Leah was also very pleasant and accommodating.
                                              • Submitted: Dec 20, 2012
                                              • Stayed: Dec 2012

                                              Fabulous vacation home in the Keys

                                              5 of 5
                                              We truly enjoyed this beautiful, clean home, located right on the bay on Sugraloaf Key. Ideal for swimmers, kayakers, canoers, snorkelers and sightseers. Close to Key West and all the amenities. The house is beautifully maintained, very private and well appointed with dishes,linens, beach towels, a full barbecue, all the appliances, a heated pool, patio furniture, a boat launch: in other words, everything you need for a great family vacation. I would strongly recommend this house!
                                              • Submitted: Jan 8, 2008
                                              • Stayed: Dec 2007